dimethyl 2-acetyl-3,5-di-tert-butylbenzylphosphonate | 1170736-66-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl 2-acetyl-3,5-di-tert-butylbenzylphosphonate
• 英文别名: 1-[2,4-Ditert-butyl-6-(dimethoxyphosphorylmethyl)phenyl]ethanone
• CAS: 1170736-66-9
• 化学式: C₁₉H₃₁O₄P
• 分子量: 354.426
• InChiKey: FMFVJELOWRELSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙酮基膦酸二甲酯 、 2,4-di-tert-butyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate 在 cesium fluoride 、 silica gel 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 51.0h， 以37%的产率得到dimethyl 2-acetyl-3,5-di-tert-butylbenzylphosphonate
  参考文献：
  名称：

  Selective Synthesis of o-Acylbenzylphosphonates by Insertion Reactions of Arynes into β-Ketophosphonates

  摘要：

  A mild method for selective synthesis of o-acylbenzylphosphonates has been developed by the reactions of arynes with beta-ketophosphonates. In the presence of CsF and THF, the carbon-carbon sigma-bonds of 2-oxopropylphosphonates were selectively cleaved and added to arynes providing the corresponding 2-acylbenzylphosphonates in moderate to good yields.

  DOI：

  10.1021/jo900847u

文献信息

• Selective Synthesis of <i>o</i>-Acylbenzylphosphonates by Insertion Reactions of Arynes into β-Ketophosphonates
  作者：Yi-Lin Liu、Yun Liang、Shao-Feng Pi、Jin-Heng Li

  DOI：10.1021/jo900847u

  日期：2009.8.7

  A mild method for selective synthesis of o-acylbenzylphosphonates has been developed by the reactions of arynes with beta-ketophosphonates. In the presence of CsF and THF, the carbon-carbon sigma-bonds of 2-oxopropylphosphonates were selectively cleaved and added to arynes providing the corresponding 2-acylbenzylphosphonates in moderate to good yields.